Family-friendly holiday rentals in Van Buren County

Private Beach/Lake Michigan/Panoramic View/Hot Tub

Welcome The Windover! • Private Beach • Panoramic Lake Michigan Views • Hot Tub and Outdoor Shower •Expansive Yard /Outside Activities • 4 minutes to downtown St. Joseph, The Benton Harbor Arts District, and Harbor Shores • Centrally located Close to 6 additional Local Beaches Fine and Casual Dining World Class Golfing Wineries Breweries Nature Parks and Trails Mountain Bike Trail Park 1/4 from Property Curious Kids Museum Compass Fountain Silver Beach Carousel St. Joseph Lighthouse

Lakeside Quonset Hut, Cozy And Romantic

Looking for a unique and relaxing getaway you’ll be sure to remember? Look no further than this charming former military hut just a few feet away from the stunning Maple Lake. With breathtaking views of the lake and wildlife, this cozy home is the perfect retreat for those looking to escape the hustle and bustle of the city. If you're looking to unwind or explore the great outdoors, you'll find it in this charming town. Book your stay now and experience the ultimate in relaxation and recreation.

Windy City Suite At The Stewart

Enjoy the best view of the Arts District perched high above the streets below with 180 degree views from the bay windows. Sleep in tranquility in the soft king size bed in the master bedroom. Cook a classic continental breakfast of scrambled eggs, bacon or waffles (provided) or grab one of the best breakfasts around at Mason Jar or coffee at Forte Coffee! Walk to The Livery, Houndstooth Restaurant, Larks BBQ, Pipestone Indoor Golf or Harbor Shores Golf Course too! Industrial, elegant, romantic.

Rustic Glamhouse

Explore the beach, farmers market and wine tastings! Enjoy this charming upstairs apartment that encompasses a mix of chic rustic, modern decor and the atmosphere of home. You’ll have the entire place all to yourself. 1.1 miles from the heart of South Haven and South Beach on Lake Michigan, this is a perfect place if you are looking for beach time and a place to relax. This apartment is a 2 bedroom, 1 bath and can sleep up to 6 people. There is 1 king, 1 full, 1 twin, a daybed and a couch.

Cottage near Hagar Beach Pet friendly with Hot tub

•Brand New Nordic Hot Tub• •September 2023 • Gather with family or meet with friends, there's plenty of room to stay the weekend. The inside of the home has refinished hardwood flooring throughout from the 1930's. The entire home is newly renovated giving it a classic Lake Michigan vibe. Only a few hundred feet from Lake Michigan's shoreline and one mile to pet friendly Hagar Park, there's a playground for the kids and plenty of beach to lay around on and enjoy with family and pet's.

The Candy Loft in Arts District - 1BR/1.5BA Luxury

Welcome to The Candy Loft in Benton Harbor's Arts District! This 1BR/1.5BA condo boasts exposed brick, a king bed, and an oversized river rock shower in a spa-like bathroom illuminated by a skylight. The chef’s kitchen features a luxe Kitchenaid gas range, and an air mattress adds extra sleeping space. Housed in a historic candy factory, with an office in a former elevator shaft, it’s walking distance to restaurants, a brewery, and a coffee shop. Note: on the 2nd floor, stairs required.

Downtown on Maple Lake; Walk to Wineries

Welcome to serene Maple Lake in Paw Paw! Located 20 min from Kalamazoo and 30 min to Lake Michigan. Private entrance to lower level studio apartment which features a kitchen, laundry & private bathroom. We live on the property ,but you will have complete privacy. Amenities Include heat, A/C, cable & wi-fi. Full access to shared yard, boathouse . Use of a fire pit. Use our 2 kayaks or fish off the dock. Walk to quaint downtown Paw Paw with restaurants, bars, breweries and wineries.

Cozy apartment minutes from lake

Enjoy your stay in a cozy, yet spacious apartment. Full bath tub for warm baths during the chilly season and shower to wash sand off your feet from trips to the beach only 9 minutes away. You can relax on the couch & watch Netflix, enjoy a warm beverage with your guests around the table or lounge in your own Queen-sized bed. There are many options for casual & fine dining, shopping, walking trails, enjoying stunning sunsets at Lake Michigan & wine tours just minutes away.

Horses..a private lake..what more can you want?

Welcome to Cedar Lodge! We invite you to join us on our 150 acrea horse farm in SW Michigan. We share the grounds with Cedar Lodge Summer camp and Cedar Lodge Stables whose property includes a 12 acrea entirely private lake and miles of trails. Our guest apartment sits safely back off the road and allows you as much privacy as you may wish, or the ability to join in with our staff as they go about their daily routine running a farm of 55 horses.

2 mins from beach/monthly stays available

1200 sq ft ranch style house w 2 bedrooms, 1 bath. Main bedroom has 1 queen size bed, 2nd bedroom has twin size bunk beds w twin size rollaway bed which enables a total of 5 guests. Appliances available for use are stackable washer/dryer, fridge, stove, over the range microwave, and dishwasher. Newer propane grill is available for use. *bunk bed will be difficult for older individuals due to lower bunk being low.

*Luxury condo on water in St Joseph, 2 queen beds*

Modern and beautiful condo on the river going into the mouth of Lake Michigan near Silver Beach. Immediately next door to Clementine’s restaurant and within walking distance to many shops, bars, downtown, and the beach. Right next to Pier 33 Marina and docks and water rentals. You can eat, drink, fish, shop, and enjoy the beautiful scenery all at one spot. Silver beach/the pier is literally a short walk away!

Charming Cabin-Private Beach & Golf

Why the rave reviews? This cabin is a unique and charming 2 bedroom retreat that sits atop a hill and is surrounded by elegantly sculpted terrain of Harbor Shores golf course and walking trails. The private beach on Lake Michigan is steps away. It is located in a quiet neighborhood and is close to family fun activities in St. Joe/Benton Harbor, fantastic restaurants, wine tasting, art galleries and quaint shops.